Five Year You Podcast

Raw. Real. Relatable.

Follow on your favorite platform

As seen in The New York Times

Latest Episode

New episodes released every Wednesday!

Featured Episodes

How To Love Yourself – Re-Release

Loving yourself sounds simple, but for many people, it can feel confusing, uncomfortable, or even a little out of reach. In this episode, we talk about what self-love really means, why it is not the same as being selfish, and how to start building a kinder, more...

read more

How To Add More Whimsy To Your Life

Ready to go deeper? Work with us here:https://fiveyearyou.com/coaching/If you’ve been feeling like life has become too serious… like every day feels repetitive and heavy… like you’ve forgotten how to genuinely play—this episode is for you.Because here’s the truth:You...

read more

Why You Don’t Feel Good Enough

Why You Don’t Feel Good EnoughSo many people walk through life carrying a quiet feeling that they’re somehow falling short. Even when things look successful from the outside, there can still be an internal pressure saying “do more,” “be better,” or “you should be...

read more

Recent Episodes

How to Overcome Setbacks – Re-Release

Hosts: Andrew Dewar & Catherine CollinsIn this episode of Five Year You, we get real about failure, setbacks, and those moments when life just… derails. If you’ve ever asked, “Why is this happening to me?”—this conversation will help you reframe the tough moments...

read more

How To Handle Jealousy

5 Year You Coaching https://fiveyearyou.com/coaching/If you’ve been feeling like someone else’s success makes you uncomfortable… like you’re comparing more than you want to admit… like certain people just trigger something in you—this episode is for you.Because here’s...

read more

Why You Sabotage Good Things

If you’ve been feeling like things finally start going well… and then somehow fall apart… like you can’t stay consistent even when you want to… like you get anxious the moment life feels calm—this episode is for you.Because here’s the truth:You’re not randomly messing...

read more

Recent Episodes

The Layers of Life: A Guide to Living Life With Purpose

In this episode of the Five Year You podcast, we dive into the framework we created called The Layers of Life. This model helps you understand the difference between living a life on autopilot and living a life on purpose—from your soul outward.We’ll walk you...

How To Be Your Best Friend

Feeling burnt out or constantly critical of yourself? In this episode, we explore how becoming your own best friend can radically transform your life, mindset, and self-worth. Learn how to talk to yourself with more compassion, set better boundaries, and build a life...

How To Save More Money

We’ve all faced money stress — but what if solving financial problems could actually feel… empowering? In this episode, Andrew and Catherine share a simple 3-step framework to help you approach money issues without shame, panic, or overwhelm. Whether you're dealing...

5 Things That Will Make You Wealthy

In this episode of Five Year You, Andrew and Catherine unpack the five most important ingredients for real, lasting wealth. Spoiler: it's not just about money. From redefining what wealth truly means to managing cash flow and building meaningful relationships,...

How to Solve Money Problems

Feeling stuck financially? In this episode, Andrew and Catherine share a simple but powerful framework to help you get unstuck and solve your most pressing money problems. Whether you're facing debt, income challenges, or budgeting issues, this conversation...

How to Feel Worthy of Wealth

Hosts: Andrew Dewar & Catherine CollinsIf you've ever told yourself, “I'll feel better once I hit $100K... or when I finally save enough…” — this episode is for you.Because the truth is, worthiness doesn’t come after you get wealthy.It’s...

How To Stop Being Scared Of Money

Hosts: Andrew Dewar & Catherine CollinsLet’s talk about one of the most common (and unspoken) fears: money. Whether you're afraid of not having enough, messing it up, or not knowing where to start — this episode is your guide to facing those fears with clarity and...

How To Deal With Uncertainty

In this episode of Five Year You, we’re talking about what it means to live in uncertain times—and how to stay calm, grounded, and intentional even when the world feels like it’s spinning. Andrew and Catherine share honest insights about fear, control, emotional...

How To Start Improving Your Self

Hosts: Andrew Dewar & Catherine CollinsIn this powerful starter episode, we strip self-improvement down to its roots: small, gentle changes. If you've ever felt stuck, overwhelmed, or unsure where to begin your growth journey, this one's for you.You don’t...